Episodes

Why AI Agents Need Room to Fail Before They Learn
Definitely, Maybe AgileJuly 30, 2026x
228
00:17:1611.89 MB

Why AI Agents Need Room to Fail Before They Learn

Giving an AI agent real autonomy means accepting it will fail early and often before it gets good, the same curve organizations hit during any real change. Peter Maddison brings a stuck OAuth problem to the table: an AI agent that kept going in circles and couldn't find its way through. That leads i...

AI Coding Speed Isn't Agile's Real Bottleneck
Definitely, Maybe AgileJuly 23, 2026x
227
00:22:1215.28 MB

AI Coding Speed Isn't Agile's Real Bottleneck

AI can write code faster than ever, but Peter Maddison and Dave Sharrock argue that coding was never the actual bottleneck in software delivery. In this conversation about AI software delivery, Peter and Dave dig into why faster coding hasn't solved the two problems that always mattered: knowing whe...

Why Change Triggers Your Organization's Immune System
Definitely, Maybe AgileJuly 09, 2026x
226
00:18:4212.88 MB

Why Change Triggers Your Organization's Immune System

Organizational change resistance isn't dysfunction, it's a system doing exactly what it was built to do. Peter and Dave break down why structures, incentives, and leadership behavior create that resistance, and how AI is now exposing it faster than ever. Dave and Peter dig into what they call the or...

Organizational Honesty in Agile Teams
Definitely, Maybe AgileJuly 02, 2026x
225
00:17:4912.27 MB

Organizational Honesty in Agile Teams

Organizational honesty starts with information: can your team actually see what's happening, and can they say it without fear of pushback? Dave and Peter dig into why teams shade the truth when a deadline is on the line, and what actually creates room for honesty instead. They talk about the differe...

AI Is Speeding Up Delivery. Are You Building the Right Thing?
Definitely, Maybe AgileJune 25, 2026x
224
00:18:0012.4 MB

AI Is Speeding Up Delivery. Are You Building the Right Thing?

AI is making it faster and cheaper to ship features. That doesn't mean you should ship more of them at once. Peter and Dave dig into a pattern they're both starting to see: organizations using AI-assisted development as a reason to bring back big upfront planning and large project releases. The logi...

Data, AI, and Knowing When to Let Go - with Tommy Cotter
Definitely, Maybe AgileJune 18, 2026x
223
00:25:5117.78 MB

Data, AI, and Knowing When to Let Go - with Tommy Cotter

Tommy Cotter is Director of Data Products at Benzinga, a financial media company building the data infrastructure that sits behind trading platforms and investment apps used by millions of people daily. He's been navigating the shift to AI-assisted workflows in a space where speed and accuracy aren'...

AI Adoption Starts With How People Think, Not Which Tools They Pick - with Royce Sin
Definitely, Maybe AgileJune 11, 2026x
222
00:34:1623.57 MB

AI Adoption Starts With How People Think, Not Which Tools They Pick - with Royce Sin

Royce Sin spent a decade at HSBC automating things nobody asked him to automate. He didn't ask for permission. He just did it, showed people the results, and let the time savings speak for itself. That instinct, to question why things are done a certain way and then actually do something about it, i...

What Organizations Get Wrong About Junior Engineers and AI
Definitely, Maybe AgileJune 04, 2026x
221
00:15:0310.37 MB

What Organizations Get Wrong About Junior Engineers and AI

As AI handles more of the foundational work, entry-level engineering roles are disappearing. Peter Maddison and Dave Sharrock examine why that trend is short-sighted, what junior developers actually contribute to team growth and AI adoption, and how organizations that skip early-career hiring may be...

AI in the room, helping non-technical teams actually use it
Definitely, Maybe AgileMay 28, 2026x
221
00:16:4511.54 MB

AI in the room, helping non-technical teams actually use it

Conference season is back, and so are the real conversations. In this episode, Peter Maddison and Dave Sharrock catch up after a busy stretch of travel and dig into something Dave has been road-testing at conferences: why most people given access to AI tools freeze up, and what actually helps them m...